dehydrocostus lactone (CHEBI:244418)

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ChEBI Name	dehydrocostus lactone

ChEBI ID	CHEBI:244418

Definition	An organic heterotricyclic compound and guaianolide sesquiterpene lactone that is acrylic acid which is substituted at position 2 by a 4-hydroxy-3,8-bis(methylene)decahydoazulen-5-yl group and in which the hydroxy group and the carboxy group have undergone formal condensation to afford the corresponding γ-lactone.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:467325, CHEBI:4359

Supplier Information

Download	Molfile XML SDF

Formula

C15H18O2

Net Charge

Average Mass

230.30220

Monoisotopic Mass

230.13068

InChI

InChI=1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h11-14H,1-7H2/t11-,12-,13-,14-/m0/s1

InChIKey

NETSQGRTUNRXEO-XUXIUFHCSA-N

SMILES

[H][C@@]12CCC(=C)[C@]1([H])[C@H]1OC(=O)C(=C)[C@@H]1CCC2=C

Roles Classification
Biological Role(s):	apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. trypanocidal drug A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida. cyclooxygenase 2 inhibitor A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2. antimycobacterial drug A drug used to treat or prevent infections caused by Mycobacteria, a genus of actinobacteria. Aerobic and nonmotile, members of the genus include the pathogens responsible for causing tuberculosis and leprosy.

Application(s):	trypanocidal drug A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. antimycobacterial drug A drug used to treat or prevent infections caused by Mycobacteria, a genus of actinobacteria. Aerobic and nonmotile, members of the genus include the pathogens responsible for causing tuberculosis and leprosy.

ChEBI Ontology
Outgoing	dehydrocostus lactone (CHEBI:244418) has role antimycobacterial drug (CHEBI:64912) dehydrocostus lactone (CHEBI:244418) has role antineoplastic agent (CHEBI:35610) dehydrocostus lactone (CHEBI:244418) has role apoptosis inducer (CHEBI:68495) dehydrocostus lactone (CHEBI:244418) has role cyclooxygenase 2 inhibitor (CHEBI:50629) dehydrocostus lactone (CHEBI:244418) has role metabolite (CHEBI:25212) dehydrocostus lactone (CHEBI:244418) has role trypanocidal drug (CHEBI:36335) dehydrocostus lactone (CHEBI:244418) is a γ-lactone (CHEBI:37581) dehydrocostus lactone (CHEBI:244418) is a guaiane sesquiterpenoid (CHEBI:36744) dehydrocostus lactone (CHEBI:244418) is a organic heterotricyclic compound (CHEBI:26979) dehydrocostus lactone (CHEBI:244418) is a sesquiterpene lactone (CHEBI:37667)

IUPAC Names

(3aR,6aS,9aS,9bR)-3,6,9-tris(methylene)octahydroazuleno[4,5-b]furan-2,8(3H,4H)-dione

(3aR,6aS,9aS,9bR)-3,6,9-tris(methylidene)octahydroazuleno[4,5-b]furan-2,8(3H,4H)-dione

Synonyms	Sources
(−)-dehydrocostus lactone	ChEBI
(−)-dehydrocostuslactone	ChEBI
(3aS,6aR,9aR,9bS)-decahydro-3,6,9-tris(methylene)azuleno[4,5-b]furan-2(3H)-one	ChEBI
dehydrocostuslactone	ChEBI

Last Modified

28 July 2014